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SENKIRKIN

Basic information Safety Supplier Related

SENKIRKIN Basic information

Product Name:
SENKIRKIN
Synonyms:
  • RENARIDINE
  • SENKIKIN
  • SENKIRKIN
  • (4Z)-4-Ethylidene-7-hydroxy-6,7,14-trimethyl-2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-3,8,17-trione
  • 11,16-trione,12-hydroxy-4-methyl-8-secosenecionan-8
  • 2,12-Dihydroxy-4-methyl-11,16-dioxosenecionanium
  • 4,8-Secosenecionan-8,11,16-trione, 12-hydroxy-4-methyl-
  • 8,12-dihydroxy-4-methyl-11,16-dioxo-senecionaniu
CAS:
2318-18-5
MF:
C19H27NO6
MW:
365.42
Product Categories:
  • Heterocycles
  • Mutagenesis Research Chemicals
Mol File:
2318-18-5.mol
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SENKIRKIN Chemical Properties

Melting point:
197°C
Boiling point:
497.19°C (rough estimate)
Density 
1.2439 (rough estimate)
refractive index 
1.5180 (estimate)
storage temp. 
-20°C
pka
12.67±0.40(Predicted)
LogP
0.690 (est)
IARC
3 (Vol. 31, Sup 7) 1987
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
RIDADR 
1544
WGK Germany 
3
HazardClass 
6.1(b)
PackingGroup 
III
Hazardous Substances Data
2318-18-5(Hazardous Substances Data)
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SENKIRKIN Usage And Synthesis

Description

A further hepatotoxiC alkaloid present in Senecio kirkii Hook, S. renardi and Nardosrnia laevigata. The base has [α]25D - 16° (c 1.89, MeOH) or[α]15D - 6.2° (c 1.91, CHCI3). It forms colourless plates when crystallized from either Me2CO or AcOEt and yields a picrate, m.p. 225.5-226°C and a picrolonate, m.p. 109- 110°C. The ultraviolet spectrum shows a single absorption maximum at 219 mp.. Several crystalline salts and derivatives are known, e.g. the aurichloride, m.p. 182.5-183.5°C; platinichloride, m.p. 196-7°C (dec.); bitartrate, m.p. 201°C; reineckate, m.p. 169-171°C; picrate, m.p. 225- 225.5°C; picrolonate, m.p. 138°C and the methiodide, m.p. 194-6°C (dec.). The O-acetate occurs naturally (q.v.) in Senecio kirkii.

Definition

ChEBI: Senkirkine is a macrolide.

Safety Profile

Poison by ingestion and intraperitoneal routes. Questionable carcinogen with experimental neoplastigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of Nox

References

Briggs, Mangan, Russell., J. Chern. Soc., 1891 (1948)
Massagetov, Kuzovkov.,J. Gen. Chern., USSR, 23, 158 (1953)
Danilova, Konovalova., ibid, 30, 1921 (1961)
Danilova, Koretskaya, Utkin., ibid, 31, 3815 (1961)
Wunderlich., Chern. Ind., 2089 (1962)
Briggs et al., J. Chern. Soc., 2492 (1965)

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